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WO2007037205A1 - Support d'enregistrement optique - Google Patents

Support d'enregistrement optique Download PDF

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Publication number
WO2007037205A1
WO2007037205A1 PCT/JP2006/318975 JP2006318975W WO2007037205A1 WO 2007037205 A1 WO2007037205 A1 WO 2007037205A1 JP 2006318975 W JP2006318975 W JP 2006318975W WO 2007037205 A1 WO2007037205 A1 WO 2007037205A1
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WO
WIPO (PCT)
Prior art keywords
recording layer
metal complex
dye
group
weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2006/318975
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English (en)
Japanese (ja)
Inventor
Atsushi Monden
Masahiro Shinkai
Motohiro Inoue
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TDK Corp
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TDK Corp
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Filing date
Publication date
Application filed by TDK Corp filed Critical TDK Corp
Priority to US12/065,175 priority Critical patent/US20090269543A1/en
Priority to JP2007537608A priority patent/JPWO2007037205A1/ja
Publication of WO2007037205A1 publication Critical patent/WO2007037205A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/249—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
    • G11B2007/24612—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes two or more dyes in one layer
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
    • G11B2007/24618—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes two or more dyes in two or more different layers, e.g. one dye absorbing at 405 nm in layer one and a different dye absorbing at 650 nm in layer two
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/2403—Layers; Shape, structure or physical properties thereof
    • G11B7/24035—Recording layers
    • G11B7/24038—Multiple laminated recording layers
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
    • G11B7/2467—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes azo-dyes
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
    • G11B7/247—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes
    • G11B7/2472—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes cyanine
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/249—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds
    • G11B7/2492—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds neutral compounds
    • G—PHYSICS
    • G11—INFORMATION STORAGE
    • G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
    • G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
    • G11B7/249—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds
    • G11B7/2495—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds as anions

Definitions

  • the present invention relates to an optical recording medium capable of recording information and reading information by light irradiation.
  • An optical recording medium having a recording layer containing a dye such as CD-R or DVD-R can record a large amount of information and can be randomly accessed. Therefore, it is widely recognized as an external recording device in an information processing apparatus such as a computer, and is widely used.
  • each recording layer is defined as a first recording layer and a second recording layer in order from the light incident surface side.
  • Patent Document 1 Japanese Patent Laid-Open No. 2003-331463
  • Patent Document 2 JP 2003-331473 A
  • Patent Document 3 Japanese Patent Application Laid-Open No. 2003-178490
  • Patent Document 4 Japanese Unexamined Patent Publication No. 2003-170664
  • the present invention has been made in view of the above circumstances, and an object of the present invention is to provide an optical recording medium having a sufficiently excellent initial error rate and error rate after a light fastness test for each recording layer.
  • the inventors of the present invention have intensively studied to achieve the above object.
  • the compounding ratio of the metal complex dye and the organic dye in the first recording layer and the metal complex dye in the second recording layer and It was found that by setting the blending ratio of the organic dye within a predetermined range, an optical recording medium having a sufficiently excellent initial error rate and error rate after a light resistance test can be realized in each recording layer. I came up with a clear idea.
  • the optical recording medium according to the present invention includes two or more recording layers, each of which contains a metal complex dye and an organic dye at a predetermined concentration, and each recording layer is made light incident.
  • the first recording layer and the second recording layer are sequentially formed from the surface side, the first recording layer contains 20 to 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight,
  • the second recording layer contains 20 to LOO parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight.
  • the initial error rate and the error rate after the light resistance test in the first recording layer and the second recording layer show sufficiently good values.
  • the first recording layer contains less than 20 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight.
  • the error rate worsens.
  • the first recording layer contains more than 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight, the initial error rate of the first recording layer increases.
  • the second recording layer contains less than 20 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight, the error rate after the light resistance test of the second recording layer is poor. I'll do it.
  • the semi-transparent reflective layer used for the first recording layer is very thin, a few tens of nm. The thermal diffusion during recording is not sufficient. Leads to the evil. Therefore, it is considered important to optimize the mixing ratio.
  • the first recording layer preferably contains 35 to 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight. The error rate after the light resistance test in the recording layer is further reduced.
  • the second recording layer preferably contains 60 to L00 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight. 2The error rate after the light resistance test of the recording layer is further reduced.
  • the first recording layer contains 35 to 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight, and the second recording layer has the metal complex dye.
  • the total amount of the organic dye is 100 parts by weight, it is preferable to include 60 to L00 parts by weight of the metal complex dye.
  • an azo metal complex dye is preferred.
  • the azo metal complex dye is preferably a complex compound of an azo compound and a metal represented by the following general formula (1).
  • Q 1 represents a divalent residue which forms a heterocyclic ring or a condensed ring containing the heterocyclic ring by bonding to a nitrogen atom and a carbon atom bonded to the nitrogen atom
  • Q 2 is
  • X 1 represents a functional group having one or more active hydrogen atoms, and represents a divalent residue which forms a condensed ring by bonding to each of two carbon atoms bonded to each other.
  • the organic dye is preferably a cyanine dye.
  • the cyanine dye preferably has a group represented by the following general formula (2) or (3).
  • Q 3 has a substituent, may be a benzene ring or a substituent, and may be V, or may represent a group of atoms constituting a naphthalene ring, and R 1 and R 2 each independently represents an alkyl group, a cycloalkyl group, a phenyl group or a benzyl group which may have a substituent, or a group which is linked to each other to form a 3- to 6-membered ring; R 3 represents an alkyl group, a cycloalkyl group, an alkoxy group, a phenol group or a benzyl group which may have a substituent.
  • R 2 and R 3 may have a substituent.
  • a specific configuration of the optical recording medium according to the present invention includes a substrate, the above-described first recording layer provided on the substrate, a translucent reflective layer provided on the first recording layer, and a semi-transparent layer.
  • a spacer layer provided on the transparent reflective layer; a second recording layer described above provided on the spacer layer; and a reflective layer provided on the second recording layer.
  • FIG. 1 is a schematic sectional view of an optical recording medium according to the present invention.
  • FIG. 2 is a table showing the configuration of recording layers according to Examples a1 to a15 and the result of characteristic evaluation of each recording layer.
  • FIG. 3 is a table showing the structure of the recording layer and the characteristic evaluation result of each recording layer according to Comparative Examples al to a27.
  • FIG. 4 is a table showing the configuration of the recording layers and the property evaluation results of each recording layer according to Examples b1 to b11 and Comparative Examples b1 to b6.
  • FIG. 1 is a partial sectional view showing a preferred embodiment of an optical recording medium 100 of the present invention.
  • the optical recording medium 100 shown in FIG. 1 includes a first recording layer 20, a translucent reflective layer 30, a spacer layer 40, a second recording layer 50, a reflective layer 60, an adhesive layer 70, and a dummy substrate on a substrate 10.
  • 80 has a laminated structure provided in close contact in this order.
  • the optical recording medium 100 is a write-once type optical recording disk, and can record and read with light having a short wavelength of 630 to 685 nm. Further, the light for recording and reading is also applied to the optical recording medium 100 by the substrate 10 side, that is, the lower force in FIG. [0027] (Substrate 10)
  • the substrate 10 is, for example, a disk having a diameter of about 64 to 200 mm and a thickness of about 0.6 mm. Recording on the first recording layer 20 and the second recording layer 50 and reading of data from these recording layers are performed by light incident from the substrate 10. Therefore, it is preferable that at least the substrate 10 is substantially transparent to the recording light and the reading light. More specifically, the transmittance of the substrate 10 with respect to the recording light and the reading light is 88% or more. Is preferred.
  • a thermoplastic resin such as polycarbonate resin, acrylic resin, amorphous polyethylene, TPX, polystyrene resin, etc. is preferable, although a resin or glass satisfying the above-mentioned conditions regarding transmittance is preferable. Particularly preferred is rosin.
  • a tracking groove 12 is formed as a recess on the surface of the substrate 10 where the first recording layer 20 is formed, that is, on the inner surface side.
  • Group 12 should be a spiral continuous groove.
  • the depth is preferably 0.1 to 0.25 ⁇ m, ⁇ «0.20 to 0.50 / zm, and the gnove pitch is 0.6. It is preferably ⁇ 1.0 m.
  • the first recording layer 20 is a layer containing a predetermined optical recording material. Here, the configuration of the first recording layer 20 will be described in detail.
  • the first recording layer 20 includes a metal complex dye and an organic dye.
  • the first recording layer 20 contains 20 to 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye in the first recording layer 20 is 100 parts by weight.
  • the first recording layer preferably contains 35 to 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight.
  • metal complex dye As metal complex dye, azo metal complex dye , Indoor-phosphorus metal complex dyes, ethylenediamine metal complex dyes, azomethine metal complex dyes, phenol hydroxyamine metal complex dyes, phenanthorin phosphorus metal complex dyes, nitrosaminophenol metal complex dyes, pyridyltriazine metal complex dyes, acetylylacetona
  • metal complex dyes such as metal complex metal dyes, metallocene metal complex dyes and porphyrin metal complex dyes can be employed.
  • the metal complex dye is preferably an azo metal complex dye, that is, a complex compound of an azo compound and a metal. A mixture of a plurality of metal complex dyes may be employed.
  • the azo metal complex dye includes a complex compound of an azo compound in which an aromatic ring is bonded to each of the two nitrogen atoms of the azo group and a metal, and more specifically, Can be exemplified by a complex compound of an azo compound represented by the following general formula (1) and a metal.
  • Q 1 represents a divalent residue which forms a heterocyclic ring or a condensed ring containing the heterocyclic ring by bonding to a nitrogen atom and a carbon atom bonded to the nitrogen atom.
  • Q 2 represents a divalent residue which forms a condensed ring by bonding to each of two carbon atoms bonded to each other.
  • X 1 is a functional group having one or more active hydrogens, such as a hydroxyl group (one OH), a thiol group (SH), an amino group (NH), a carboxy group (COOH), an amide group. (CONH
  • Examples of such an azo compound include compounds represented by the following general formulas (4) to (7).
  • R 7 and R 8 may be the same or different from each other, each independently represents an alkyl group having 1 to 4 carbon atoms, and R 9 and R 1G are the same as each other. It may be different or different and each independently represents -tolyl group or carboxylic acid ester group, and X 1 has the same meaning as described above.
  • the carboxylic acid ester group includes —COOCH, 1
  • COOC H or one COOC H is preferred.
  • R 11 represents a hydrogen atom or an alkoxy group having 1 to 3 carbon atoms
  • R ′ ⁇ R 7 and R 8 may be the same or different from each other.
  • X 1 has the same meaning as described above.
  • 1 , R 12 , R ′, R 8 and X 1 in the formula (6) have the same meanings as 1 , R 12 , R 7 , R 8 and X 1 in the formula (5), respectively.
  • R 12, R 7, R 8 and X 1 are each the same meaning as 1 in the formula (5), R 12, R 7, R 8 and X 1.
  • Metals (center metal) constituting the above complex compound include titanium (Ti), vanadium.
  • V chromium
  • Mo manganese
  • Mo iron
  • Co nickel
  • Cu copper
  • Zr zirconium
  • Nb molybdenum
  • Ru norenium
  • Ru rhodium
  • Pd palladium
  • silver Ag
  • cadmium Cd
  • indium In
  • tin Sn
  • antimony Sb
  • tungsten W
  • rhenium Re
  • Examples include osmium (Os), iridium (Ir), platinum (Pt), and gold (Au).
  • V, Mo, and W may be contained as metals as their oxide ions V0 2+ , V0 3+ , Mo0 2+ , Mo0 3+ , W0 3+, and the like.
  • the complex compound of the azo compound of the general formula (1) and the metal is, for example, a complex compound represented by the following general formulas (8), (9), (10) And complex compounds (No. A1 to A49) shown in Tables 1 to 6 below. These complex compounds are used alone or in combination.
  • two azo compounds are coordinated to one element of the central metal.
  • the compound coordinated to acetylacetone vanadium is shown.
  • M represents Ni + Co + or Cu +
  • m represents the valence of M.
  • the compound represented by Compound A49 may have a structure excluding the tro group and the jetylamino group.
  • ⁇ I ⁇ product may be formed in a state of active hydrogen that X 1 has is dissociated.
  • the counter complex thione (counter cation) is present when the complex complex is present as a cation, or the complex complex is present as a cation.
  • Counter-on (vs. on) and salt may be formed.
  • the weight of the metal complex dye does not include the weight of the counter ion.
  • alkali metal ions such as Na +, Li +, K +, ammonium ions, etc. are preferably used.
  • salt formation may be performed by using a cyanine dye, which will be described later, as a counter force. That is, when the organic dye described later is a cationic dye or a cation dye, these may be used as counter ions.
  • Other counter-ons include PF1,
  • Powerful complex compounds can be synthesized according to known methods (see, for example, Furukawa, Ana 1. Chem. Acta., 140, 289 (1982)).
  • the organic dye may be any known organic dye other than the metal complex dye, and may be one that can be synthesized by a known method or according to a known method. Examples thereof include cyanine dyes, squalium dyes, chromium dyes, azurenium dyes, xanthene dyes, merocyanine dyes, triarylamine dyes, anthraquinone dyes, azomethine dyes, oxonol dyes, and intermolecular CT dyes.
  • cyanine dyes are preferable, and cyanine dyes having a group represented by the following general formula (2) or (3) are more preferable.
  • R 1 and R 2 are each independently an alkyl group, a cycloalkyl group, a phenyl group or a benzyl group which may have a substituent, or a group which is linked to each other to form a 3- to 6-membered ring.
  • R 3 represents an alkyl group, a cycloalkyl group, an alkoxy group, a phenyl group, or a benzyl group which may have a substituent, and the groups represented by R 2 and R 3 are a substituent. You may have.
  • Examples of powerful cyanine dyes include cyanine dyes represented by the following general formula (12). It is done.
  • L represents a divalent linking group represented by the following general formula (13a), and R 1 and each independently have an alkyl group having 1 to 4 carbon atoms or a substituent.
  • R 23 and R 24 each independently have an alkyl group having 1 to 4 carbon atoms or a substituent.
  • R 25 and R 26 each independently represents an alkyl group having 1 to 4 carbon atoms or an aryl group
  • Q 11 and Q 12 represents a group of atoms constituting a naphthalene ring, each independently having a substituent, or a benzene ring or a substituent.
  • at least one of R 21 , R 22 , R 23 and R 24 is not a methyl group, and represents a group, and the divalent linking group represented by the following general formula (13a) has a substituent. That ’s right.
  • cyanine dyes include compounds (No. T1 to T67) shown in Tables 7 to 12 below.
  • the organic dye includes a cation (cation) dye such as the above-mentioned cyanine dyes (T1 to T67), an anion (a-on) dye, and a nonionic (neutral) dye.
  • a cation dye such as the above-mentioned cyanine dyes (T1 to T67), an anion (a-on) dye, and a nonionic (neutral) dye.
  • the counter-on (vs. a-on) is specifically a halide ion (C ⁇ , Br ", ⁇ , etc.), CIO-, BF-, PF- , VO-, VO 3_, W
  • PTS _ Acid ion
  • PFS_ p - trifluoride Mechirufue - Rusuruhon acid ion
  • Hitoshigakyo is down.
  • CIO-, BF-, PF-, SbF-, etc. are preferable.
  • alkali metal ions such as Na +, Li + and K +, ammonia ions, and the like are preferably used.
  • the counter ion described in the section of the metal complex dye and the metal complex dye itself are also preferably used as the counterion.
  • the weight of the organic dye does not include the weight of the counter ion.
  • a metal complex dye and an organic dye are dissolved or dispersed in a solvent at the concentration ratio described above to obtain a mixed solution, and this mixed solution is applied onto the substrate 10.
  • the solvent for the mixed solution examples include alcohol solvents (including alkoxy alcohols such as keto alcohols and ethylene glycol monoalkyl ethers), aliphatic hydrocarbon solvents, ketone solvents, ester solvents, ether solvents. Examples include solvents, aromatic solvents, halogenated alkyl solvents, and the like. Among these, alcohol solvents and aliphatic hydrocarbon solvents are preferred.
  • the alcohol solvent is preferably an alkoxy alcohol system or a keto alcohol system.
  • the alkoxy alcohol solvent preferably has 1 to 4 carbon atoms in the alkoxy moiety and 1 to 5 carbon atoms in the alcohol moiety, more preferably 2 to 5 carbon atoms. The number is preferably 3-7.
  • ethylene glycol monomethenoreethenore metal glycol monoethylenoleate
  • ethyl acetate solve ethoxyethanol
  • Ethylene glycol monoalkyl ether (cellosolve) systems such as ethanol, 1-methoxy-2-propanol, 1-methoxy-2-butanol, 3-methoxy-1-butanol, 4-methoxy-1-butanol, 1 ethoxy-2-propanol and the like can be mentioned.
  • keto alcohols include diacetone alcohol.
  • fluorinated alcohols such as 2,2,3,3-tetrafluoropropanol can also be suitably used.
  • Examples of the aliphatic hydrocarbon solvent include n-hexane, cyclohexane, methylcyclohexane, ethylcyclohexane, cyclooctane, dimethylcyclohexane, n-octane, iso-propyl cyclohexane Of these, t-butylcyclohexane and the like are preferred, and ethylcyclohexane and dimethylcyclohexane are preferred.
  • Examples of the ketone solvent include cyclohexanone.
  • a fluorinated alcohol such as 2, 2, 3, 3-tetrafluoropropanol is particularly preferable.
  • ethylene glycol monoethyl ether, 1-methoxy is preferred among alkoxy alcohols such as ethylene glycol monoalkyl ether.
  • 2-propanol, 1-methoxy 2-butanol and the like are preferable.
  • the solvent one kind may be used alone, or two or more kinds of mixed solvents may be used.
  • a mixed solvent of ethylene glycol monoethyl ether and 1-methoxy-2-butanol is preferably used.
  • the mixed solution may appropriately contain a binder, a dispersant, a stabilizer, and the like.
  • Examples of the application method of the mixed solution include a spin coating method, a gravure application method, a spray coating method, and a dip coating method. Among these, the spin coating method is preferable.
  • the thickness of the first recording layer 20 formed in this manner is preferably 50 to 300 nm. Outside this range, the reflectivity decreases, making it difficult to play back DVD standards. Further, when the film thickness of the first recording layer 20 positioned above the group 12 is lOOnm or more, particularly 130 to 300 nm or more, the modulation degree becomes extremely large.
  • the extinction coefficient (imaginary part k of the complex refractive index) of the first recording layer 20 with respect to recording light and reproduction light is preferably 0 to 0.20. When the extinction coefficient exceeds 0.20, sufficient reflectance tends not to be obtained.
  • the refractive index of the first recording layer 20 (the real part n of the complex refractive index) is preferably 1.8 or more. When the refractive index is less than 1.8, the modulation degree of the signal tends to be small.
  • the upper limit of the refractive index is not particularly limited, but is usually about 2.6 for the convenience of organic dye synthesis.
  • the extinction coefficient and refractive index of the first recording layer 20 can be obtained according to the following procedure. First, a measurement sample is prepared by providing a recording layer on a predetermined transparent substrate at about 40 to 1 OO nm, and then the reflectance of the measurement sample through the substrate or the reflectance from the recording layer side is measured. It is required by doing. In this case, the reflectance is measured by specular reflection (about 5 °) using the wavelength of the recording / reproducing light. In addition, the transmittance of the sample is measured. From these measured values, the extinction coefficient and the refractive index can be calculated in accordance with, for example, the method described in Kyoritsu Zensho “Optics”, Kozo Ishiguro, pp. 168 to 178.
  • the translucent reflective layer 30 is a layer having a light transmittance of 40% or more and an appropriate light reflectance.
  • the translucent reflective layer 30 has low light absorption and a certain degree of corrosion resistance. Is desirable.
  • the translucent reflective layer 30 for example, a thin film of a metal or alloy having a high reflectance can be employed.
  • the material of the translucent reflective layer 30 is a material having a reasonably high reflectivity at the wavelength of the reproduction light, for example, Au, Al, Ag, Cu, Ti, Cr, Ni ⁇ Pt, Ta, Pd, Mg , Se, Hf, V, Nb, Ru, W, M n, Re, Fe, Co, Rh, Ir, Zn, Cd, Ga, In, Si ⁇ Ge, Te, Pb, Po, Sn, Bi and rare earth
  • a metal such as a similar metal and a metalloid can be used alone or as an alloy.
  • Au, Al, and Ag have high reflectivity and are suitable as materials for the semitransparent reflective layer 30.
  • other components may be included.
  • an alloy containing 50% or more of Ag such as an Ag-Bi alloy, is preferable.
  • the Ag concentration is preferably about 98-99.5%.
  • the thickness of the translucent reflective layer 30 is usually preferably 50 nm or less. More preferably, it is 30 nm or less. More preferably, it is 20 nm or less. However, since the first recording layer 20 is not affected by the spacer layer 40, a certain thickness is required, and it is usually set to 3 nm or more. More preferably, it is 5 nm or more.
  • a multilayer film can be formed by alternately stacking low-refractive-index thin films and high-refractive-index thin films using a material other than metal, and can be used as a reflective layer.
  • Examples of methods for forming the translucent reflective layer 30 include sputtering, ion plating, chemical vapor deposition, and vacuum vapor deposition. Also, between the translucent reflective layer 30 and the first recording layer 20 and between the translucent reflective layer 30 and the spacer layer 40, to improve reflectivity, improve recording characteristics, improve adhesion, etc. It is possible to provide a known inorganic or organic intermediate layer or adhesive layer.
  • the spacer layer 40 is a transparent layer that separates the translucent reflective layer 30 and the second recording layer 50.
  • Examples of the material of the spacer layer 40 include a thermoplastic resin, a thermosetting resin, an electron beam curable resin, and an ultraviolet curable resin (including delayed curing type). Can do.
  • Thermoplastic resin, thermosetting resin, etc. are dissolved in an appropriate solvent to prepare a coating solution. It can form by apply
  • the ultraviolet curable resin can be formed by preparing a coating solution by dissolving it in an appropriate solvent as it is, and then applying the coating solution and curing it by irradiation with ultraviolet light. These materials may be used alone or in combination, and may be used not only as a single layer but also as a multilayer film!
  • a coating method such as a spin coating method or a casting method is used. Among these, a spin coating method is preferable.
  • high-viscosity resin can be formed by screen printing or the like. It is preferable to use a UV curable resin that is liquid at 20 to 40 ° C. because it can be applied without using a solvent. The viscosity should be 20 ⁇ : LO OOmPa ⁇ s. /.
  • Examples of the ultraviolet curable adhesive include a radical ultraviolet curable adhesive and a cationic ultraviolet curable adhesive.
  • examples of the radical ultraviolet curable adhesive include a composition containing an ultraviolet curable compound and a photopolymerization initiator as essential components.
  • examples of the ultraviolet curable compound include monofunctional (meth) acrylate and polyfunctional (meth) acrylate. These can be used alone or in combination of two or more.
  • the spacer layer 40 is usually made of a resin, so that it is easily compatible with the second recording layer 50. Therefore, a nofer layer may be provided between the spacer layer 40 and the second recording layer 50 that suppresses adverse effects on the second recording layer. Further, as described above, in order to suppress damage to the translucent reflective layer 30, a buffer layer is provided between the spacer layer 40 and the translucent reflective layer.
  • the thickness of the spacer layer 40 is usually preferably 5 m or more.
  • a certain distance is required between the two recording layers. Force due to the focus servo mechanism Usually a distance of 5 m or more, preferably 10 m or more is required.
  • Group 42 is a 2P method, that is, a resin stamper with an uneven surface is also photocured It can be produced by being transferred and cured to a curable resin such as water-soluble resin.
  • the second recording layer 50 is formed using a predetermined optical recording material.
  • the second recording layer 50 contains a metal complex dye and, if necessary, an organic dye.
  • the second recording layer 50 contains 20 to LOO parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye in the second recording layer 50 is 100 parts by weight.
  • the second recording layer preferably contains 60 to L0 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight.
  • examples of the metal complex dye and the organic dye, a method for forming the second recording layer 50, and the like are the same as those of the first recording layer 20, and thus description thereof is omitted here.
  • the metal complex dye in the second recording layer 50 may be the same as or different from the metal complex dye in the first recording layer 20. Further, the organic dye other than the metal complex dye in the second recording layer 50 may be the same as or different from the other dye other than the metal complex dye in the first recording layer 20.
  • the reflective layer 60 is a layer that reflects light.
  • a thin film of a metal or alloy having light reflectivity can be employed.
  • the metal and alloy include gold (Au), copper (Cu), aluminum (A1), silver (Ag;), and AgCu.
  • the thickness of the reflective layer 60 is preferably 10 to 300 nm. Such a reflective layer 60 can be easily formed by vapor deposition, sputtering, or the like.
  • the adhesive layer 70 is a layer that bonds the dummy substrate 80 and the reflective layer 60 together.
  • the adhesive layer 70 does not have to be transparent. However, if the shrinkage rate at the time of curing and adhesion with a high adhesive force is small, the shape stability of the optical recording medium is preferably increased.
  • a known inorganic or organic protective layer may be provided between the adhesive layer 70 and the reflective layer 60 that suppress adverse effects on the reflective layer 60.
  • the film thickness of the adhesive layer 70 is preferably 2 m or more and more preferably 5 m or more in order to obtain sufficient productivity while obtaining sufficient adhesive strength. However, in order to make the optical recording medium as thin as possible and to improve the productivity by reducing the curing time, usually 100 / zm or less is preferable.
  • a hot melt adhesive an ultraviolet curable adhesive, a heat curable adhesive, a pressure sensitive adhesive, a pressure-sensitive double-sided tape, and the like are used. Examples thereof include a roll coater method, a screen printing method, and a spin coating method. In the case of DVD Player R, UV-curing adhesive is used based on workability, productivity, and disk characteristics, and screen printing and spin coating are used.
  • the dummy substrate 80 is the same substrate as the substrate 10. Note that the dummy substrate does not need to be transparent.
  • any other layer may be sandwiched as necessary.
  • any other layer may be provided on the outermost surface of the medium.
  • recording light having a predetermined wavelength is recorded on the surface of the substrate 10 of the optical recording medium 100, that is, as shown in FIG. Irradiate in a pulsed manner from the bottom surface of medium 100. That is, in the present optical recording medium, the outer surface of the substrate 10 becomes the light incident surface 10a.
  • light energy is selectively absorbed in a desired portion of the first recording layer 20 or the second recording layer 50, and the light reflectance of the recording layer in that portion is changed.
  • the reading light weaker than that at the time of recording is similarly focused on a desired portion of the first recording layer 20 or the second recording layer 50, and the difference in reflectance is measured. That's fine.
  • the blending of the organic dyes in the first recording layer 20 and the second recording layer 50 satisfies the above-described conditions, so the first recording layer 20 and the first recording layer 20 2
  • the initial error rate in the recording layer 50 and the error rate after the light resistance test both show good values.
  • the first recording layer 20 contains less than 20 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight, the first recording layer 20 after the light resistance test of the first recording layer 20 The percentage of errors will worsen.
  • the first recording layer 20 contains more than 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight, the initial error rate of the first recording layer 20 increases.
  • the second recording layer 50 has a total amount of metal complex dye and organic dye. If the metal complex dye is contained in an amount of less than 20 parts by weight with respect to 100 parts by weight, the error rate after the light resistance test of the second recording layer 50 is degraded.
  • the optical recording disk having two recording layers as the recording layer has been described.
  • three or more recording layers may be provided. Even in this case, by satisfying the above conditions, at least the first recording layer and the second recording layer exhibit a good initial error rate and an error rate after the light fastness test.
  • a polycarbonate substrate having a diameter of 120 mm and a thickness of 0.58 mm having a spiral pregroup on one side was prepared.
  • the azo metal complex dye A17 and cyanine dye T53 are used in the weight ratio in the first recording layer of each of the examples al to al5 described in FIG. 2, and the total concentration of all the dyes is 0.8% by weight.
  • a coating solution for the first recording layer was prepared.
  • neutral azo metal complex dye A16 and a salt of cyanine dye T53 and PF— were used. Obtained first recording layer
  • the first coating layer (thickness 110 nm) is formed by applying the coating solution on the surface of the polycarbonate resin substrate on which the pregroup is formed by spin coating at 200 Orpm and drying at 80 ° C for 1 hour. did.
  • a translucent reflective layer (thickness: 12 nm) was formed on the first recording layer by an Ag—Bi alloy by sputtering.
  • a polyolefin stamper having projections corresponding to the spiral-shaped group of the second recording layer was prepared, and the projections of the polyolefin stamper were arranged to face the translucent reflective layer.
  • Ultraviolet curing resin was sandwiched between the translucent reflective layers, and the stamper and the substrate were rotated at a high speed to remove excess ultraviolet curing resin. .
  • a spacer layer (thickness 55 ⁇ m) having a group as a tracking groove was formed on the translucent reflective layer.
  • the azo metal complex dye A3 and the cyanine dye T49 were used in Examples a 1 shown in FIG.
  • the second recording layer has a weight ratio of ⁇ al5 in the second recording layer and the total concentration of all dyes is 1.0% by weight.
  • a coating solution was prepared.
  • a salt of the azo metal complex dye A3 and tetraptylammonium and a salt of the cyanine dye T49 and PF— were used. Obtained coating for the second recording layer
  • the cloth liquid was applied onto the spacer layer by spin coating at 2000 rpm and dried at 80 ° C. for 1 hour to form a second recording layer (thickness 130 nm).
  • a reflective layer was formed by Ag on the second recording layer by a sputtering method.
  • a polycarbonate substrate having a diameter of 120 mm and a thickness of 0.58 mm was prepared, and was placed opposite to the reflective layer, and an ultraviolet effect resin was sandwiched between the reflective layer and the polycarbonate substrate.
  • the substrate is rotated at a high speed to remove excess UV curable resin, and the UV curable resin is irradiated with UV light through the upper transparent substrate to harden the UV curable resin to form an adhesive layer.
  • An optical recording medium was completed.
  • An optical recording medium was prepared in the same manner as in Example A1, except that the mixing ratios of the dyes in the first recording layer and the second recording layer were set to the mixing ratios in Comparative Examples al to a27 in FIG. Each recording layer was evaluated.
  • the PI error after the light resistance test is preferably 280 or less.
  • “impossible to measure” means that the PI error value is too large and exceeds the measurement limit of the device.
  • the first recording layer contains 20 to 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight
  • the second recording layer has the metal complex dye and the organic dye.
  • the initial PI error is 80 or less for both the first recording layer and the second recording layer.
  • the PI error after light resistance test was 280 or less.
  • the first recording layer contains 35 to 50 parts by weight when the total amount of the metal complex dye and the organic dye is 100 parts by weight
  • the second recording layer contains the metal complex dye and the organic dye.
  • the PI error after the light resistance test was performed for both the first recording layer and the second recording layer. was 85 or less, which was particularly good.
  • the types and blending ratios of the azo metal complex dyes and organic dyes in the first recording layer and the types and blending ratios of the azo metal complex dyes and organic dyes in the second recording layer are shown in FIG.
  • An optical recording medium was prepared and evaluated for each recording layer in the same manner as in Example al except that the type and mixing ratio of 1 were used.
  • the first recording layer contains 20 to 50 parts by weight of the metal complex dye when the total amount of the metal complex dye and the organic dye is 100 parts by weight, and the second recording layer has the metal complex dye. And when the total amount of the organic dye is 100 parts by weight, the metal complex dye is included in 20 to: L00 part by weight.
  • both the first recording layer and the second recording layer have initial PI error and light resistance. The PI error after the test was good.
  • comparative examples bl to b6 that do not satisfy this condition, For both the first recording layer and the second recording layer, the initial PI error and the PI error after the light resistance test could not be made good values.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Optical Record Carriers And Manufacture Thereof (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)

Abstract

Support d'enregistrement optique qui comprend au moins deux couches d'enregistrement superposées, les couches d'enregistrement contenant chacune un colorant métallique complexe et un colorant organique dans des concentrations données correspondantes. On se réfère aux couches d'enregistrement comme aux première et deuxième couches depuis l'entrée de la lumière, la première couche d'enregistrement contenant le colorant métallique complexe dans des quantités de 20-50 parties en poids pour 100 parties en poids de la somme du colorant métallique complexe et du colorant organique, et la deuxième couche d'enregistrement contenant le colorant métallique complexe dans des quantités de 20-100 parties en poids pour 100 parties en poids de la somme du colorant métallique complexe et du colorant organique. Dans ce support d'enregistrement, chaque couche d'enregistrement se voit réduire au niveau du taux d'erreurs initiales et en erreurs initiales après un test de résistance à la lumière.
PCT/JP2006/318975 2005-09-27 2006-09-25 Support d'enregistrement optique Ceased WO2007037205A1 (fr)

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JP4427582B2 (ja) * 2008-01-31 2010-03-10 株式会社東芝 追記型情報記録媒体及びディスク装置

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JPH1134499A (ja) * 1997-07-15 1999-02-09 Tdk Corp 光記録媒体
JP2000311384A (ja) * 1999-04-26 2000-11-07 Fuji Photo Film Co Ltd 光情報記録媒体
JP2001067732A (ja) * 1999-09-01 2001-03-16 Tdk Corp 光記録媒体
JP2002362030A (ja) * 2001-06-11 2002-12-18 Ricoh Co Ltd 光記録媒体及びこれを用いる光記録方法
WO2004093070A1 (fr) * 2003-04-14 2004-10-28 Mitsubishi Chemical Corporation Support d'enregistrement optique et procede d'enregistrement/reproduction associe
WO2004105009A1 (fr) * 2003-05-22 2004-12-02 Ricoh Company, Ltd. Support d'enregistrement optique
EP1548723A2 (fr) * 2003-12-26 2005-06-29 TDK Corporation Matériau pour enregistrement optique et support pour enregistrement optique

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KR0160944B1 (ko) * 1990-05-25 1998-12-15 에또오 다께또시 색소 배합 조성물 및 광학 기록 매체
US5776656A (en) * 1995-07-28 1998-07-07 Tdk Corporation Optical recording medium
US7095541B2 (en) * 2002-12-03 2006-08-22 Changchun Institute of Optics, Fine Mechanics and Physics, Chinese Academy of Science Method of generating area light source by scanning, scanning area light source and laser projection television using the same
JP2007090576A (ja) * 2005-09-27 2007-04-12 Tdk Corp 光記録材料及び光記録媒体

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JPH09193545A (ja) * 1996-01-18 1997-07-29 Mitsubishi Chem Corp 光学記録媒体及び情報記録方法
JPH1134499A (ja) * 1997-07-15 1999-02-09 Tdk Corp 光記録媒体
JP2000311384A (ja) * 1999-04-26 2000-11-07 Fuji Photo Film Co Ltd 光情報記録媒体
JP2001067732A (ja) * 1999-09-01 2001-03-16 Tdk Corp 光記録媒体
JP2002362030A (ja) * 2001-06-11 2002-12-18 Ricoh Co Ltd 光記録媒体及びこれを用いる光記録方法
WO2004093070A1 (fr) * 2003-04-14 2004-10-28 Mitsubishi Chemical Corporation Support d'enregistrement optique et procede d'enregistrement/reproduction associe
WO2004105009A1 (fr) * 2003-05-22 2004-12-02 Ricoh Company, Ltd. Support d'enregistrement optique
EP1548723A2 (fr) * 2003-12-26 2005-06-29 TDK Corporation Matériau pour enregistrement optique et support pour enregistrement optique

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